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Merck
CN

74437

(+)-香柏酮

≥99.0% (GC)

别名:

(4R,4aS,6R)-4,4a,5,6,7,8-六氢-4,4a-二甲基-6-(1-甲基乙烯基)-2(3H)-萘酮

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关于此项目

经验公式(希尔记法):
C15H22O
化学文摘社编号:
分子量:
218.33
UNSPSC Code:
12352205
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-124-4
Beilstein/REAXYS Number:
4676969
MDL number:
Assay:
≥99.0% (GC)
Form:
crystals
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InChI key

WTOYNNBCKUYIKC-JMSVASOKSA-N

InChI

1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1

SMILES string

C[C@@H]1CC(=O)C=C2CC[C@H](C[C@@]12C)C(C)=C

assay

≥99.0% (GC)

form

crystals

optical activity

[α]20/D +182.0±5.0°, c = 1% in ethanol

storage condition

under inert gas (Argon)

mp

35-39 °C

functional group

ketone

storage temp.

2-8°C

Quality Level

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General description

(+)-诺卡酮(Nootkatone)是一种双环共轭倍半萜酮,具有葡萄柚香味,常用于香料、食品、化妆品和医药行业。它可以由(+)-瓦伦烯通过生物转化反应合成。(+)-诺卡酮是香附子(一种著名的中药)抗血小板作用的活性成分。它还具有抗金黄色葡萄球菌生物被膜形成的强效作用。

Application

(+)-诺卡酮可用于:
  • 光照条件下与有机叠氮化物进行铁(III)卟啉催化的烯烃的氮杂环丙烷化反应。
  • 作为底物通过铱催化的还原消除反应合成相应的三烯衍生物。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Inhibition of multidrug-resistant foodborne Staphylococcus aureus biofilms by a natural terpenoid (+)-nootkatone and related molecular mechanism
Farha AK, et al.
Food Control, 112(18), 107154-107154 (2020)
Iron porphyrin catalysed light driven C-H bond amination and alkene aziridination with organic azides
Du Y, et al.
Chemical Science, 11(18), 4680-4686 (2020)
Iridium-catalysed highly selective reduction--elimination of steroidal 4-en-3-ones to 3, 5-dienes in water
Li J, et al.
Green Chemistry, 21(8), 2088-2094 (2019)
Katarina Cankar et al.
FEBS letters, 585(1), 178-182 (2010-12-01)
Chicory (Cichorium intybus L.), which is known to have a variety of terpene-hydroxylating activities, was screened for a P450 mono-oxygenase to convert (+)-valencene to (+)-nootkatone. A novel P450 cDNA was identified in a chicory root EST library. Co-expression of the
Betty C R Zhu et al.
Pest management science, 66(8), 875-878 (2010-07-06)
Research has shown that the family of grapefruit flavors called nootkatones have significant repellant and toxic effects to Formosan subterranean termites (Coptotermes formosanus Shiraki). Nineteen synthetic nootkatone derivatives, along with three commercially available nootkatone derivatives, were tested for repellent activity

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